N4-哌啶基-4-硝基苯乙酮缩氨基硫脲 | 1037306-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N4-哌啶基-4-硝基苯乙酮缩氨基硫脲
• 英文名称: N⁴-piperidyl-4-nitroacetophenone thiosemicarbazone
• 英文别名: N-[(E)-1-(4-nitrophenyl)ethylideneamino]piperidine-1-carbothioamide
• CAS: 1037306-32-3
• 化学式: C₁₄H₁₈N₄O₂S
• 分子量: 306.389
• InChiKey: NBNWBVVQPBDBDG-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  piperidine-1-carbothioic acid hydrazide 、 对硝基苯乙酮 在 硫酸 作用下， 以 乙醇 为溶剂， 以72%的产率得到N4-哌啶基-4-硝基苯乙酮缩氨基硫脲
  参考文献：
  名称：

  4-Nitroacetophenone-derived thiosemicarbazones and their copper(II) complexes with significant in vitro anti-trypanosomal activity

  摘要：

  N-4-Methyl-4-nitroacetophenone thiosemicarbazone (H4NO2Ac4M, 1), N-4,N-4-dimethyl-4-nitroacetophenone thiosemicarbazone (H4NO2 Ac4DM, 2) and N4-piperidyl-4-nitroacetophenone thiosemicarbazone (H(4)NO(2)Ac(4)Pip, 3) and their copper(II) complexes [Cu(4NO(2)Ac4M)(2)] (4), [Cu(4NO(2)Ac4DM)(2)] (5) and [Cu(4NO(2)Ac4Pip)(2)] (6) were tested for their in vitro ability to inhibit the growth of Trypanosoma cruzi epimastigote forms. H4NO(2)Ac4DM (2), [Cu(4NO(2)Ac4M)(2)] (4) and [Cu(4NO(2)Ac4DM)(2)] (5) proved to be as active as the clinical reference drugs nifurtimox and benznidazol. Taking into consideration the serious side effects and the poor efficacy of the reference drugs, as well as the appearance of resistance during treatment, the studied compounds could constitute a new class of anti-trypanosomal drug candidates. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.06.020

文献信息

• 4-Nitroacetophenone-derived thiosemicarbazones and their copper(II) complexes with significant in vitro anti-trypanosomal activity
  作者：Anayive Pérez-Rebolledo、Letícia R. Teixeira、Alzir A. Batista、Antonio S. Mangrich、Gabriela Aguirre、Hugo Cerecetto、Mercedes González、Paola Hernández、Ana M. Ferreira、Nivaldo L. Speziali

  DOI：10.1016/j.ejmech.2007.06.020

  日期：2008.5

  N-4-Methyl-4-nitroacetophenone thiosemicarbazone (H4NO2Ac4M, 1), N-4,N-4-dimethyl-4-nitroacetophenone thiosemicarbazone (H4NO2 Ac4DM, 2) and N4-piperidyl-4-nitroacetophenone thiosemicarbazone (H(4)NO(2)Ac(4)Pip, 3) and their copper(II) complexes [Cu(4NO(2)Ac4M)(2)] (4), [Cu(4NO(2)Ac4DM)(2)] (5) and [Cu(4NO(2)Ac4Pip)(2)] (6) were tested for their in vitro ability to inhibit the growth of Trypanosoma cruzi epimastigote forms. H4NO(2)Ac4DM (2), [Cu(4NO(2)Ac4M)(2)] (4) and [Cu(4NO(2)Ac4DM)(2)] (5) proved to be as active as the clinical reference drugs nifurtimox and benznidazol. Taking into consideration the serious side effects and the poor efficacy of the reference drugs, as well as the appearance of resistance during treatment, the studied compounds could constitute a new class of anti-trypanosomal drug candidates. (C) 2007 Elsevier Masson SAS. All rights reserved.